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| IUPAC Name: | [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-[tert-butyl(dimethyl)silyl]oxy-3-phenylpropanoyl]oxy-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-(trifluoromethylsulfonyloxy)-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate |
| Description: | 2'-O-(tert-Butyldimethylsilyl)paclitaxel 7-O-triflate is an intermediate in the synthesis of 6α-Hydroxy Paclitaxel (H948890), the major human metabolite of Paclitaxel (P132500), an antineoplastic. Used in the study of structure and function of microtubles into tubulin. Paclitaxel is now used to treat patients with lung, ovarian, breast cancer, head and neck cancer, and advanced forms of Kaposi's sarcoma. Paclitaxel is a mitotic inhibitor used in cancer chemotherapy. |
| Molecular Weight: | 1100.23 |
| Molecular Formula: | C54H64F3NO16SSi |
| Canonical SMILES: | CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O[Si](C)(C)C(C)(C)C)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)OS(=O)(=O)C(F)(F)F)C)OC(=O)C |
| InChI: | InChI=1S/C54H64F3NO16SSi/c1-30-36(70-48(64)42(74-76(10,11)49(4,5)6)40(33-21-15-12-16-22-33)58-46(62)34-23-17-13-18-24-34)28-53(65)45(71-47(63)35-25-19-14-20-26-35)43-51(9,44(61)41(69-31(2)59)39(30)50(53,7)8)37(73-75(66,67)54(55,56)57)27-38-52(43,29-68-38)72-32(3)60/h12-26,36-38,40-43,45,65H,27-29H2,1-11H3,(H,58,62)/t36-,37-,38+,40-,41+,42+,43-,45-,51+,52-,53+/m0/s1 |
| InChI Key: | HCWLKEZRCWJKHE-HYWITDEOSA-N |
| References: | Walle, T., et al. Biochem. Pharm., 46, 1661 (1993); Kumar, G., et al. Drug Metab. Dispos., 22, 177 (1994); Letourneau, P.C., et al. J. Cell Biol., 98, 1355 (1984); Manfredi, J.J., et al. Pharmacol. Ther., 25, 83 (1984), Danesi, R., et al. Mol. Pharmacol., 47, 1106 (1995); Markman, M., et al. Expert. Opin. Pharmacother., 3, 755 (2002); Stone, G.W., et al. N. Engl. J. Med., 350, 221 (2004). |
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